Holiday rentals near Dawes Park
We found 1,003 holiday rentals — enter your dates for availability
If you want to to stay within easy reach of Dawes Park, scroll through and discover holiday rentals to find the perfect home base for your trip. Whether you’re staying in a holiday home with family or friends, you'll have the amenities that you expect and more, which might include parking and a garden. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Dawes Park
Showing deals for:19 Sept - 26 Sept
Image gallery for Spacious 3 bedroom in ideal Roscoe village location
1010 out of 10 rating
Exceptional
(44 reviews)
Spacious 3 bedroom in ideal Roscoe village location
Chicago, IL
7% off
Price is AU$3,372
AU$3,372
AU$482 per night
includes taxes & fees
Image gallery for Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
9.89.8 out of 10 rating
Exceptional
(29 reviews)
Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
Skokie, IL
9% off
Price is AU$8,154
AU$8,154
AU$1,165 per night
includes taxes & fees
Image gallery for SPACIOUS 3BD - 2BA DUPLEX WITH FAMILY ROOM, KING BED-LAUNDRY ROOM & FIREPLACE
1010 out of 10 rating
Exceptional
(83 reviews)
SPACIOUS 3BD - 2BA DUPLEX WITH FAMILY ROOM, KING BED-LAUNDRY ROOM & FIREPLACE
Chicago, IL
8% off
Price is AU$5,246
AU$5,246
AU$749 per night
includes taxes & fees
Image gallery for Lincoln Park Charm Near Everything + On site Parking Spot Included
1010 out of 10 rating
Exceptional
(21 reviews)
Lincoln Park Charm Near Everything + On site Parking Spot Included
Chicago, IL
7% off
Price is AU$7,994
AU$7,994
AU$1,142 per night
includes taxes & fees
Image gallery for Wrigley Field/Lakeview -Entire Home- Large Groups!
9.89.8 out of 10 rating
Exceptional
(76 reviews)
Wrigley Field/Lakeview -Entire Home- Large Groups!
Chicago, IL
11% off
Price is AU$10,111
AU$10,111
AU$1,444 per night
includes taxes & fees
Image gallery for Large house in Chicago suburb
1010 out of 10 rating
Exceptional
(6 reviews)
Large house in Chicago suburb
Skokie, IL
18% off
Price is AU$9,128
AU$9,128
AU$1,304 per night
includes taxes & fees
Image gallery for BoHo House - A Chic, 1903 Chicago Workers Cottage
1010 out of 10 rating
Exceptional
(10 reviews)
BoHo House - A Chic, 1903 Chicago Workers Cottage
Chicago, IL
11% off
Price is AU$5,968
AU$5,968
AU$853 per night
includes taxes & fees
Image gallery for Wrigley Oasis! Steps from the Field! - 3DR/1BA
1010 out of 10 rating
Exceptional
(67 reviews)
Wrigley Oasis! Steps from the Field! - 3DR/1BA
Chicago, IL
15% off
Price is AU$4,922
AU$4,922
AU$703 per night
includes taxes & fees
Image gallery for Mid Century Elegance in Evanston Vintage Apartment.
1010 out of 10 rating
Exceptional
(14 reviews)
Mid Century Elegance in Evanston Vintage Apartment.
Evanston, IL
8% off
Price is AU$3,752
AU$3,752
AU$536 per night
includes taxes & fees
Image gallery for Lincoln Square Oasis - Bright, Clean and in Great Location
9.69.6 out of 10 rating
Exceptional
(31 reviews)
Lincoln Square Oasis - Bright, Clean and in Great Location
Chicago, IL
7% off
Price is AU$3,107
AU$3,107
AU$444 per night
includes taxes & fees
Image gallery for Wicker Park Haven. 3-Levels. 12Beds.10min walk to Train. Rooftop+Spa Bath+Garage
1010 out of 10 rating
Exceptional
(23 reviews)
Wicker Park Haven. 3-Levels. 12Beds.10min walk to Train. Rooftop+Spa Bath+Garage
Chicago, IL
7% off
Price is AU$12,200
AU$12,200
AU$1,743 per night
includes taxes & fees
Image gallery for Only Urban Beach House in Chicago
9.49.4 out of 10 rating
Exceptional
(53 reviews)
Only Urban Beach House in Chicago
Chicago, IL
7% off
Price is AU$11,116
AU$11,116
AU$1,588 per night
includes taxes & fees
Image gallery for Cozy 4-bedroom house in adorable Evanston with WiFi, AC
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Cozy 4-bedroom house in adorable Evanston with WiFi, AC
Evanston, IL
8% off
Price is AU$4,436
AU$4,436
AU$634 per night
includes taxes & fees
Image gallery for Across from Wrigley Field: Patio, Free Parking&Iconic Rooftop Views on Waveland
1010 out of 10 rating
Exceptional
(29 reviews)
Across from Wrigley Field: Patio, Free Parking&Iconic Rooftop Views on Waveland
Chicago, IL
8% off
Price is AU$14,266
AU$14,266
AU$2,038 per night
includes taxes & fees
Image gallery for Large, Exquisitely Decorated in Heart of East Lakeview Near Wrigley & Lakefront
1010 out of 10 rating
Exceptional
(12 reviews)
Large, Exquisitely Decorated in Heart of East Lakeview Near Wrigley & Lakefront
Chicago, IL
15% off
Price is AU$5,663
AU$5,663
AU$809 per night
includes taxes & fees
Image gallery for Great Evanston Home- great for traveling families! Parking Included
1010 out of 10 rating
Exceptional
(26 reviews)
Great Evanston Home- great for traveling families! Parking Included
Evanston, IL
17% off
Price is AU$4,812
AU$4,812
AU$687 per night
includes taxes & fees
Image gallery for New, Mega Dream Home in Wicker Park Bucktown - Sleeps 21
1010 out of 10 rating
Exceptional
(5 reviews)
New, Mega Dream Home in Wicker Park Bucktown - Sleeps 21
Chicago, IL
8% off
Price is AU$22,658
AU$22,658
AU$3,237 per night
includes taxes & fees
Image gallery for Luxury Loyola 3 Bedroom, 2 Bath, Near Subway and Beach
1010 out of 10 rating
Exceptional
(224 reviews)
Luxury Loyola 3 Bedroom, 2 Bath, Near Subway and Beach
Chicago, IL
7% off
Price is AU$4,384
AU$4,384
AU$626 per night
includes taxes & fees
Image gallery for Gather Together & WFH in Piece of Chicago History
1010 out of 10 rating
Exceptional
(8 reviews)
Gather Together & WFH in Piece of Chicago History
Chicago, IL
14% off
Price is AU$7,718
AU$7,718
AU$1,103 per night
includes taxes & fees
Image gallery for Cozy Family 3BR Oasis: Park, Private Yard, & BBQ!
9.89.8 out of 10 rating
Exceptional
(30 reviews)
Cozy Family 3BR Oasis: Park, Private Yard, & BBQ!
Chicago, IL
15% off
Price is AU$4,311
AU$4,311
AU$616 per night
includes taxes & fees
Image gallery for Upgraded,Spacious 3 Bedroom Apartment.
1010 out of 10 rating
Exceptional
(42 reviews)
Upgraded,Spacious 3 Bedroom Apartment.
Chicago, IL
5% off
Price is AU$3,255
AU$3,255
AU$465 per night
includes taxes & fees
Image gallery for Convenient Location Near Loyola/Northwestern
1010 out of 10 rating
Exceptional
(20 reviews)
Convenient Location Near Loyola/Northwestern
Chicago, IL
7% off
Price is AU$5,216
AU$5,216
AU$745 per night
includes taxes & fees
Image gallery for Classic Chicago 2 Flat transformed into a Parisian plant lovers paradise
1010 out of 10 rating
Exceptional
(14 reviews)
Classic Chicago 2 Flat transformed into a Parisian plant lovers paradise
Chicago, IL
7% off
Price is AU$4,526
AU$4,526
AU$647 per night
includes taxes & fees
Image gallery for Pulaski Mahal - Spacious 3bed/2.5bath with Game Room. Close to Hwy, train.
1010 out of 10 rating
Exceptional
(6 reviews)
Pulaski Mahal - Spacious 3bed/2.5bath with Game Room. Close to Hwy, train.
Chicago, IL
7% off
Price is AU$4,740
AU$4,740
AU$677 per night
includes taxes & fees
Find spaces that suit your style
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Cottage
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Chalet
Find the best place to stay - Dawes Park
Level Chicago – Old Town
Sleeps 8
9.09.0 out of 10
Wonderfulwonderful
320 reviews(320 reviews)
Rare Gem! Indoor Pool, Rooftop Deck, Close to Magnificent Mile
Sleeps 2 · 1 bedroom · 1 bathroom
8.08.0 out of 10
Very goodvery good
71 reviews(71 reviews)
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
Sleeps 4 · 1 bedroom
8.68.6 out of 10
Excellentexcellent
301 reviews(301 reviews)
Kasa Magnificent Mile Chicago
Sleeps 3 · 1 bedroom
9.29.2 out of 10
Wonderfulwonderful
423 reviews(423 reviews)
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
Sleeps 8 · 1 bedroom
8.48.4 out of 10
Very goodvery good
106 reviews(106 reviews)
Sonder by Marriott Bonvoy The Opal Apartments River North
Sleeps 6 · 1 bedroom
8.68.6 out of 10
Excellentexcellent
40 reviews(40 reviews)
Top rated rentals - Dawes Park
Wonderful stay!
1010 out of 10
Exceptionalexceptional
46 reviews(46 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value